Sign Up Successful!
You now have access to more from Realmo!
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Residential Income
    1
    • Retail
    • Office
    • Residential Income
    • Restaurants
    • Industrial
    • Mixed-Use
    • Hospitality
    • Health Care
    • Sports & Entertainment
    • Land
    • Agricultural
    • Specialty
    Price
    Price range
    $
    $
    Size
    Property size / sq.ft.
    AI Search

    Hilton Head Island, SC Short Term Rental Properties for Sale

    39 results
    List
    Map
    Beachside Villa in Palmetto Dunes
    $895,000

    Beachside Villa in Palmetto Dunes

    21 Haul Away, Hilton Head Island, SC 29928

    Spacious 4-bedroom villa with golf views near the beach.

    • Short walk or bike ride to Palmetto Dunes beach.
    • Located in the desirable Palmetto Dunes resort community.
    • Spacious 4‑bedroom, 5‑bath villa.
    • Panoramic golf views.
    • Access to world‑class golf, tennis, pickleball, boating, and dining.
    Updated: Sep 25, 2025
    View details
    Updated Villa Near Coligny Amenities
    $629,000

    Updated Villa Near Coligny Amenities

    17 Lagoon Rd, Hilton Head Island, SC 29928

    Light and bright villa with excellent rental income potential.

    • Prime Forest Beach location, just 2 blocks from the beach
    • Walking distance to Coligny Shopping Centre and Lowcountry Celebration Park
    • Updated kitchen with counter height bar seating
    • New flooring throughout and updated bathrooms
    • Private patio with community pool access
    Updated: Sep 25, 2025
    View details
    Turnkey Villa Near Coligny Beach
    $427,000
    885 SF

    Turnkey Villa Near Coligny Beach

    First-floor, two-bedroom villa with rental potential near Coligny Beach.

    125 Cordillo Pkwy, Hilton Head Island, SC 29928
    View details
    Oceanfront Residence in Beachwood Place
    $699,000
    825 SF

    Oceanfront Residence in Beachwood Place

    Renovated, furnished two-bedroom condo with ocean views and beach access.

    15 Forest Beach Dr, Hilton Head Island, SC 29928
    View details
    Ocean View Condo with Lockout
    $485,000

    Ocean View Condo with Lockout

    Third-row condo with lockout, new pools, tennis, and pickleball.

    10 Lemoyne Ave, Hilton Head Island, SC 29928
    View details
    Updated Villa in Palmetto Dunes
    $1,249,000
    1,716 SF

    Updated Villa in Palmetto Dunes

    Updated 3-bedroom villa in Palmetto Dunes Oceanfront Resort.

    72 Ocean Ln, Hilton Head Island, SC 29928
    View details
    Remodeled Villa Near Coligny Plaza
    $439,000
    1,050 SF

    Remodeled Villa Near Coligny Plaza

    Remodeled villa with pool view, near beach, shops, and restaurants.

    34 Forest Beach Dr S, Hilton Head Island, SC 29928
    View details
    Renovated Villa in Palmetto Dunes
    $789,000

    Renovated Villa in Palmetto Dunes

    Turn-key, renovated villa in world-class Palmetto Dunes Oceanfront Resort.

    45 Queens Folly Rd, Hilton Head Island, SC 29928
    View details
    Furnished Villa on Hilton Head
    $359,500
    1,060 SF

    Furnished Villa on Hilton Head

    Fully furnished penthouse villa with screened porch and central location.

    380 Marshland Rd, Hilton Head Island, SC 29926
    View details
    Remodeled Sea Pines Beachside Villa
    $1,700,000
    1,413 SF

    Remodeled Sea Pines Beachside Villa

    Luxurious, fully remodeled 2BR/2BA villa with Calibogue Sound views.

    247 Sea Pines Dr, Hilton Head Island, SC 29928
    View details
    Courtside Villas Turnkey Investment
    $449,000

    Courtside Villas Turnkey Investment

    Spacious, updated villa near the beach with rental potential.

    15 Deallyon Ave, Hilton Head Island, SC 29928
    View details
    Updated Coastal Retreat Near the Sea
    $650,000
    1,270 SF

    Updated Coastal Retreat Near the Sea

    Remodeled coastal retreat with modern finishes, ideal for rental.

    34 S Forest Beach Dr, Hilton Head Island, SC 29928
    View details
    Hilton Head Villa Near Beach
    $260,000

    Hilton Head Villa Near Beach

    Two-bedroom villa in gated community, close to beach and amenities.

    663 William Hilton Pkwy, Hilton Head Island, SC 29928
    View details
    Furnished Townhome in Sea Pines
    $735,000

    Furnished Townhome in Sea Pines

    Turnkey villa in Harbour Town, ready for short-term rentals.

    1 Stoney Creek Rd, Hilton Head Island, SC 29928
    View details
    Harbour Town Lighthouse View Penthouse
    $1,299,900
    1,400 SF

    Harbour Town Lighthouse View Penthouse

    Updated penthouse with Harbour Town Lighthouse views, strong rental history.

    6 Lighthouse Ln, Hilton Head Island, SC 29928
    View details
    Turnkey Resort Living Villa
    $799,900
    1,473 SF

    Turnkey Resort Living Villa

    Stylish 2BR/2BA + Loft End Unit Villa with Premium Amenities.

    59 Carnoustie Rd, Hilton Head Island, SC 29928
    View details
    Oceanfront Villa Near Coligny Plaza
    $499,900
    518 SF

    Oceanfront Villa Near Coligny Plaza

    Top-floor villa with ocean views, upgrades, and short-term rental potential.

    4 Forest Beach Dr, Hilton Head Island, SC 29928
    View details
    Oceanfront Villa with Upgrades
    $499,900
    518 SF

    Oceanfront Villa with Upgrades

    Top-floor oceanfront villa near Coligny Plaza, ideal for rental.

    4 Forest Beach Dr, Hilton Head Island, SC 29928
    View details
    Sea Pines Villa Near Harbour
    $724,000
    1,600 SF

    Sea Pines Villa Near Harbour

    Spacious 2BR villa in Sea Pines, walk to Harbour Town.

    19 Stoney Creek Rd, Hilton Head Island, SC 29928
    View details
    Ocean View Villa in Captains Walk
    $1,590,000
    1,762 SF

    Ocean View Villa in Captains Walk

    Direct ocean view, upgraded villa with strong rental history.

    21 Ocean Ln, Hilton Head Island, SC 29928
    View details
    Hilton Head Condo with Garage
    $419,900
    1,430 SF

    Hilton Head Condo with Garage

    Well-maintained 3-bedroom condo in gated Summerfield community.

    71 Summerfield Ct, Hilton Head Island, SC 29926
    View details
    Fiddler's Cove Villa Near Beach
    $279,900
    757 SF

    Fiddler's Cove Villa Near Beach

    Villa near Hilton Head Island beaches, ideal for residence or investment.

    45 Folly Field Rd, Hilton Head Island, SC 29928
    View details
    Daufuskie Island Coastal Villa
    $615,000
    1,890 SF

    Daufuskie Island Coastal Villa

    Three-bedroom villa with ocean views, pool access, and island charm.

    1 Fuskie Ln, Daufuskie Island, SC 29915
    View details
    Updated Villa Near Beach
    $640,000

    Updated Villa Near Beach

    Updated 2-bedroom villa in Palmetto Dunes, short stroll to beach.

    45 Queens Folly Rd, Hilton Head Island, SC 29928
    View details

    Hilton Head Island, SC Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 39 short term rental properties for sale in Hilton Head Island, SC, showcased through 39 active listings on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $29,467,900.

    Prices for short term rental properties in Hilton Head Island, SC start at $259,500, averaging $755,587, and reaching up to $3,050,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

    List
    Map

    Popular Searches in Hilton Head Island, SC

    Popular Categories

    Most Searched ZIP Codes in Hilton Head Island, SC

    • 29928
    • 29926
    • 29915

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.
    Create New Password
    • At least 8 characters
    • Contains both letters and numbers
    • Contains uppercase and lowercase letters
    • At most 32 characters
    • Password required
    • Password reset link has expired. Please request a new one.